299 Dudley St

7,200 Sq. Ft.
$635 / Sq. Ft.
7,200
Sq. Ft.
$635
per Sq. Ft.

Description

299 Dudley Street, Roxbury presents an exceptional opportunity to acquire a boutique multifamily building constructed in 2015, comprising 8 thoughtfully designed three-bedroom, two-bathroom units with modern finishes throughout. Each residence features large, open floor plans bathed in natural light, offering stunning city and skyline views that elevate the everyday living experience. The property is fully equipped with all separate utilities, on-site parking, common laundry, and dedicated storage...299 Dudley Street, Roxbury presents an exceptional opportunity to acquire a boutique multifamily building constructed in 2015, comprising 8 thoughtfully designed three-bedroom, two-bathroom units with modern finishes throughout. Each residence features large, open floor plans bathed in natural light, offering stunning city and skyline views that elevate the everyday living experience. The property is fully equipped with all separate utilities, on-site parking, common laundry, and dedicated storage and bike storage, delivering a comprehensive amenity package that commands strong tenant demand. Situated in a vibrant, transit-oriented neighborhood, 299 Dudley Street offers residents seamless connectivity to Boston's core while benefiting from the continued growth and investment in the surrounding area. With its modern construction, desirable unit mix of spacious three-bedroom homes, and turnkey operational profile, this asset represents a compelling addition to any investor.
  1. Listed by Kevin Benzinger • Boston Realty Advisors
  2. Listed by Daniel Alper • Boston Realty Advisors
  3. Listed by Nicholas Herz • Boston Realty Advisors

Property Details for 299 Dudley Street

Town
Boston
MLS Area
Roxbury
Area
MA-Boston-Roxbury, MA-Boston
Garage Spaces
0
Open Parking Spaces
8.00
Parking Spaces Total
8
LISTING UPDATED: 03/20/2026 03:09 AM

Property Details for 299 Dudley Street

StatusActive
MLS #73487339
Days on Market23
Taxes$99 / year
HOA Fees-
Property TypeMulti Family
MLS TypeMulti-family / 5+ Family - 5+ Units Side by Side
Year Built2015
CountySuffolk County

Location

Listing Courtesy of Boston Realty Advisors, Kevin Benzinger; Boston Realty Advisors, Daniel Alper; Boston Realty Advisors, Nicholas Herz
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Building Information for 299 Dudley Street

Stories4Residences8Year Built2015Building Size-Lot Size0.08 AC / 3,698 SF

Payment Calculator

$23,046 per month

30 year fixed, 6.46% Interest

Principal and Interest

$23,037

Property Taxes

$8

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 299 Dudley Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Other (See Remarks)
  • Living Area: 7200.0
  • SqFt with Basement: No
  • Total Units: 8
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Basement Features: Full
  • Num of Baths: 16.0
  • Num of Full Baths: 16
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 16.00
  • Bathrooms Total Integer: 16
  • FireplaceYN: No
  • Fireplaces: 0
  • SpaYN: No
Exterior Features
  • Lot Description: Other
Parking Features
  • Covered Spaces: .00
  • Garage: No
Utilities
  • Sewer: City/Town Sewer
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
Tax Information
  • Listing Terms: Other (See Remarks)
  • Tax ID: 3399182
  • Assessments: $99
  • Book: 99
  • Tax Year: 99
  • Zoning: 99
Building / Association Information
Living Characteristics
  • Beds Total: 24
  • Total Living Levels: 4
Other Building Characteristics
  • Foundation: Other
  • Levels: 4
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: Y
  • Levels U1: 1
Unit 2 Description
  • Floor U2: 2
  • Lease U2: Y
  • Levels U2: 1
Rental Info
Rental Info
  • Total Actual Rent: $.00

Property History for 299 Dudley Street

DateEvent & SourcePriceAppreciation
Mar 16, 2026

Listed (Active)

MLS PIN #73487339

$4,575,000—
DateEvent & SourcePrice
03/16/2026

Listed (Active)

MLS PIN #73487339

$4,575,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 299 Dudley Street

Taxable ValueLand$501,811Additions$913,587Total$1,415,398
Tax Record2025$16,390 ($1,366 / month)
Home Facts
Lot Size3,698 SqFtStyleMulti-Family Res (5+ Units)ZoningACountySUFFOLKAPNROXB W:08 P:02635 S:000

Schools near 299 Dudley Street

This home is within Boston Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 6 to 12
Public - PK to 5
Public - 7 to 12
Rating
School
Distance
Orchard Gardens K-8 School
PublicPK to 8

Dearborn Middle School
Public6 to 12

Samuel W. Mason Pilot Elementary
PublicPK to 5

O'Bryant School Math/Science
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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299 Dudley Street is a multi-family home for sale in Boston, MA 02119. This property was listed for sale on March 16, 2026 by Boston Realty Advisors, it's currently listed at $4,575,000. This listing's school district is Boston Public Schools. Nearby schools include Orchard Gardens K-8 School, Dearborn Middle School and Samuel W. Mason Pilot Elementary. 299 Dudley Street is a 24-bed, 16-bath, 7,200 sqft multi-family home built in 2015.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Boston Realty Advisors, Kevin Benzinger; Boston Realty Advisors, Daniel Alper; Boston Realty Advisors, Nicholas Herz

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.